HCID 18177427, compound → HCID 18177441, compound

HRID 428169Notes

Reaction equation

HRID 428169 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:15]=[CH:14][C:13]3[O:12][CH2:11][C:10]([C:16]([OH:18])=[O:17])=[CH:9][C:8]=3[C:7]=2[CH:19]=1>C(O)C.CN(C)C=O.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:15]=[CH:14][C:13]3[O:12][CH2:11][CH:10]([C:16]([OH:18])=[O:17])[CH2:9][C:8]=3[C:7]=2[CH:19]=1

Participants

4

Reactant 1

HCID 18177427HCID 18177427, compound

Product 1

HCID 18177441HCID 18177441, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19794673N,N-dimethylformamide ethanolSolvent

Procedure

The unsaturated acid obtained in Step A (750 mg:2.9 mmol) is solubilized in a mixture of ethanol/dimethylformamide (20 ml:3 ml) in the reactor of a Parr apparatus. After addition of the catalyst, 10% palladium-on-carbon (75 mg; 10% by weight), the whole is stirred at ambient temperature at a pressure of 45 psi for 4 hours. The solvents are removed; the residual oil is then precipitated and washed with diethyl ether.

Workup

  1. customThe solvents are removed
  2. customthe residual oil is then precipitated
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-bd42ad111ccf4acda8764de01963050b
Source dataset
uspto-grants-2001_11
Patent number
US06313160B1

Reaction notes

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